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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:56:51 UTC

Update Date

2023-02-21 17:24:32 UTC

HMDB ID

HMDB0035008

Secondary Accession Numbers

HMDB35008

Metabolite Identification

Common Name

3-Methylbutyl phenylacetate

Description

3-Methylbutyl phenylacetate belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 3-Methylbutyl phenylacetate is a sweet, animal, and balsam tasting compound. 3-Methylbutyl phenylacetate is found, on average, in the highest concentration within peppermints (Mentha X piperita). This could make 3-methylbutyl phenylacetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methylbutyl phenylacetate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0035008
     RDKit          3D
3-Methylbutyl phenylacetate
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2375    1.4850   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044    0.0090    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2668   -0.7827   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.3433    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008    0.0626    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -0.3075    0.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213   -0.0865    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923    0.4600   -0.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.5137    1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.2515    0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7760   -1.2189    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634   -1.0264   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180    0.1379   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    1.1133    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8148    0.9251    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8970    1.9784    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567    1.8239   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077    1.7578   -0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608   -0.2768    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -0.1734   -2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582   -1.6881   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3026   -1.0667   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    0.2042    1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661   -1.4199    1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    1.1674   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -0.3802   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6749   -1.6105    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -0.0541    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -2.1705   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413   -1.8070   -0.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7137    0.3125   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6418    2.0182    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3774    1.7227    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END


  Mrv0541 05061308112D          

 15 15  0  0  0  0            999 V2000
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035008

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCOC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O2/c1-11(2)8-9-15-13(14)10-12-6-4-3-5-7-12/h3-7,11H,8-10H2,1-2H3

> <INCHI_KEY>
QWBQBUWZZBUFHN-UHFFFAOYSA-N

> <FORMULA>
C13H18O2

> <MOLECULAR_WEIGHT>
206.2808

> <EXACT_MASS>
206.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.049154462138546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methylbutyl 2-phenylacetate

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.3678062723333326

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.086224593758343

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
60.55690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylbutyl 2-phenylacetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035008
     RDKit          3D
3-Methylbutyl phenylacetate
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2375    1.4850   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044    0.0090    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2668   -0.7827   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.3433    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008    0.0626    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -0.3075    0.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213   -0.0865    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923    0.4600   -0.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.5137    1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.2515    0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7760   -1.2189    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634   -1.0264   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180    0.1379   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    1.1133    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8148    0.9251    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8970    1.9784    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567    1.8239   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077    1.7578   -0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608   -0.2768    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -0.1734   -2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582   -1.6881   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3026   -1.0667   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    0.2042    1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661   -1.4199    1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    1.1674   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -0.3802   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6749   -1.6105    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -0.0541    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -2.1705   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413   -1.8070   -0.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7137    0.3125   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6418    2.0182    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3774    1.7227    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   12                                                       
CONECT    7    5   12                                                       
CONECT    8    9   11                                                       
CONECT    9    8   15                                                       
CONECT   10   12   13                                                       
CONECT   11    1    2    8                                                  
CONECT   12    6    7   10                                                  
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0035008
HETATM    1  C1  UNL     1       4.238   1.485  -0.167  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.204   0.009   0.065  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.267  -0.783  -1.224  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.950  -0.343   0.829  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.701   0.063   0.049  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.589  -0.308   0.844  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.721  -0.087   0.443  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.892   0.460  -0.663  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.797  -0.514   1.352  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.144  -0.251   0.868  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.776  -1.219   0.115  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.063  -1.026  -0.376  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.718   0.138  -0.110  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.090   1.113   0.645  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.815   0.925   1.133  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.897   1.978   0.787  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.257   1.824  -0.452  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.508   1.758  -0.955  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.061  -0.277   0.699  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.923  -0.173  -2.084  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.658  -1.688  -1.074  1.00  0.00           H  
HETATM   22  H7  UNL     1       5.303  -1.067  -1.402  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.991   0.204   1.789  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.966  -1.420   1.060  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.762   1.167  -0.080  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.683  -0.380  -0.951  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.675  -1.611   1.514  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.673  -0.054   2.365  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.317  -2.170  -0.137  1.00  0.00           H  
HETATM   30  H15 UNL     1      -5.541  -1.807  -0.970  1.00  0.00           H  
HETATM   31  H16 UNL     1      -6.714   0.313  -0.478  1.00  0.00           H  
HETATM   32  H17 UNL     1      -5.642   2.018   0.832  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.377   1.723   1.716  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   27   28
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   33
END

HMDB0035008
     RDKit          3D
3-Methylbutyl phenylacetate
 33 33  0  0  0  0  0  0  0  0999 V2000
    4.2375    1.4850   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044    0.0090    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2668   -0.7827   -1.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9497   -0.3433    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7008    0.0626    0.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -0.3075    0.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7213   -0.0865    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8923    0.4600   -0.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.5137    1.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.2515    0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7760   -1.2189    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634   -1.0264   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180    0.1379   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    1.1133    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8148    0.9251    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8970    1.9784    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567    1.8239   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077    1.7578   -0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608   -0.2768    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9231   -0.1734   -2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6582   -1.6881   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3026   -1.0667   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911    0.2042    1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661   -1.4199    1.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7620    1.1674   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831   -0.3802   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6749   -1.6105    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731   -0.0541    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174   -2.1705   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413   -1.8070   -0.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7137    0.3125   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6418    2.0182    0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3774    1.7227    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methylbutyl phenylacetic acid	Generator
3-Methylbutyl benzeneacetate	HMDB
Acetic acid, phenyl-, isopentyl ester	HMDB
Benzeneacetic acid, 3-methylbutyl ester	HMDB
FEMA 2081	HMDB
Isoamyl alpha-toluate	HMDB
Isoamyl phenylacetate	HMDB
Isopentyl alcohol, phenylacetate	HMDB
Isopentyl phenylacetate	HMDB
Isopentylphenylacetate	HMDB
Phenylacetic acid isoamyl ester	HMDB
Phenylacetic acid, 3-methylbutyl ester	HMDB
Phenylacetic acid, isopentyl ester	HMDB
3-Methylbutyl 2-phenylacetic acid	Generator

Chemical Formula

C₁₃H₁₈O₂

Average Molecular Weight

206.2808

Monoisotopic Molecular Weight

206.13067982

IUPAC Name

3-methylbutyl 2-phenylacetate

Traditional Name

3-methylbutyl 2-phenylacetate

CAS Registry Number

102-19-2

SMILES

CC(C)CCOC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H18O2/c1-11(2)8-9-15-13(14)10-12-6-4-3-5-7-12/h3-7,11H,8-10H2,1-2H3

InChI Key

QWBQBUWZZBUFHN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035008)
Cell membrane (HMDB: HMDB0035008)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035008)

Source

Exogenous

Food

Food (HMDB: HMDB0035008)

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Endogenous

Plant

Plant (HMDB: HMDB0035008)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035008)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0035008)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	268.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	16.47 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.870	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.83	ALOGPS
logP	3.37	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	60.56 m³·mol⁻¹	ChemAxon
Polarizability	24.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	149.086	31661259
DarkChem	[M-H]-	145.754	31661259
DeepCCS	[M+H]+	146.693	30932474
DeepCCS	[M-H]-	143.626	30932474
DeepCCS	[M-2H]-	180.179	30932474
DeepCCS	[M+Na]+	155.718	30932474
AllCCS	[M+H]+	147.3	32859911
AllCCS	[M+H-H2O]+	143.4	32859911
AllCCS	[M+NH4]+	150.9	32859911
AllCCS	[M+Na]+	151.9	32859911
AllCCS	[M-H]-	152.3	32859911
AllCCS	[M+Na-2H]-	153.0	32859911
AllCCS	[M+HCOO]-	153.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methylbutyl phenylacetate	CC(C)CCOC(=O)CC1=CC=CC=C1	1983.2	Standard polar	33892256
3-Methylbutyl phenylacetate	CC(C)CCOC(=O)CC1=CC=CC=C1	1422.5	Standard non polar	33892256
3-Methylbutyl phenylacetate	CC(C)CCOC(=O)CC1=CC=CC=C1	1539.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate CI-B (Non-derivatized)	splash10-0a4i-0290000000-1cc4ef40f78461a5ab88	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-e5998bc1f7c80cacb981	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-c806cd688d49ec7fcb4f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-47d6d9280e951b61b4bf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-dcdd64feb66cdbfaff3e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate CI-B (Non-derivatized)	splash10-0a4i-0290000000-1cc4ef40f78461a5ab88	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-e5998bc1f7c80cacb981	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-c806cd688d49ec7fcb4f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-47d6d9280e951b61b4bf	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methylbutyl phenylacetate EI-B (Non-derivatized)	splash10-0006-9000000000-dcdd64feb66cdbfaff3e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylbutyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-7b94fa1c0e04006274da	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylbutyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 10V, Positive-QTOF	splash10-0a4i-6590000000-bb9cfca828b7f5c68b69	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 20V, Positive-QTOF	splash10-00xr-9400000000-a769e0febe549cb0ea51	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 40V, Positive-QTOF	splash10-0596-9100000000-c49ac49875e000f91a41	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 10V, Negative-QTOF	splash10-0aor-4890000000-aceaf35cdcb85a388b19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 20V, Negative-QTOF	splash10-00kr-4910000000-d75cee5bc4d26d0a8e54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 40V, Negative-QTOF	splash10-014i-9600000000-16a9bb04082887a57299	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 10V, Positive-QTOF	splash10-0a4i-4490000000-96cf991d695664c46850	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 20V, Positive-QTOF	splash10-0006-9200000000-03a96d2d9f261354a9b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-8034e3141f1f3f3bb045	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 10V, Negative-QTOF	splash10-000i-9010000000-d4ee3921d3e51b60cd69	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 20V, Negative-QTOF	splash10-052f-9220000000-a75b3fb63e8f0e185198	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl phenylacetate 40V, Negative-QTOF	splash10-0006-9000000000-c1864e10f5f9059dc7ff	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013612

KNApSAcK ID

Not Available

Chemspider ID

7318

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7600

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1011171

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-Methylbutyl phenylacetate (HMDB0035008)

MOL for HMDB0035008 (3-Methylbutyl phenylacetate)

3D MOL for HMDB0035008 (3-Methylbutyl phenylacetate)

3D SDF for HMDB0035008 (3-Methylbutyl phenylacetate)

3D-SDF for HMDB0035008 (3-Methylbutyl phenylacetate)

PDB for HMDB0035008 (3-Methylbutyl phenylacetate)

3D PDB for HMDB0035008 (3-Methylbutyl phenylacetate)

SMILES for HMDB0035008 (3-Methylbutyl phenylacetate)

INCHI for HMDB0035008 (3-Methylbutyl phenylacetate)

Structure for HMDB0035008 (3-Methylbutyl phenylacetate)

3D Structure for HMDB0035008 (3-Methylbutyl phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra